Wilhelm herzberg



.mers-dorf,

UNITED STATES PATENT OFFICE.

wrnnnmvr HERZBERG, or BER IN-WILMERsDoRF, AND oswALn s'oHARFENBEnG, or BERLIN-SCHONEBERG, GERMANY, .ASSIGNORS To ACTIEN GESELLSCHAFT run ANILIN FABRIKATION, or BERLIN, GERMANY.

N 0 Drawing.

T0 all whom it may concern:

Be it known that we, lViLHnLM Hnnzenno and OSWALD SOHARFENBERG, citizens of the German Republic, residing at Berlin-Wil- Germany, and Berlin-Scheneberg, Germany, our postoffice address being Prinzregentenstrasse 10, Berlin-ll ilmersdort', Germany, and Rosenheimerstrasse 12, Ber-11m Schoneberg, Germany, have invented certain new and useful Improvements 1n ortho Oxyazo Dyes for Wool, of which the following is a specification.

Our present invention relates to new ortho-oXyazo dyes which may be obtained by combining a polyhaloge'n-Q-diazo-l-oxyderivative of the benzene series with a sulfonic acid of an amino-oxynaphthalene, the amino group being unsubstituted. V

. These new dyes form in the dry pulveri'zed shape of their sodium salts dark powders soluble in water with greenish blue color, the aqueous solution bQCOIDlIlg VlOla-it by addition of sodium carbonate, red by addition of sodium-hydroxide and red violet by addition of an acid.

The new dyes produce on wool when dyed in an acid bath and treated with chromium mordants or on wool mordanted with chromium mordants greenish blue tints o't' an ekcelle'nt ita'stness to the action of light, to washingand' to milling.

In order to illustrate our invention, we give the following examples, the parts beingby weight: I I

1. 21.3 parts of 3.4.6-trich1oro-2-amino-loxybenzene are diazotized by means of 6.9 parts of sodium nitrite and 50 parts of hydrochloric acid of 12 B. specific gravity. The diazo-compound is united with a solution of 35 parts of l-amino-S-oxynaphthalene-QA-disulfonic' acid (monosodium salt), alkaline with sodium carbonate. The dye is worked up as usual. It dyes on wool mordanted with chromium mordants greenish-blue tints, the same shades being obtained by dyeing wool in an acid bath and by treating the tints thus obtained with chromium mordants.

2. The diazo-compound of 21.3 parts of 34.5-trichloro-2-amino-1-oxybenzene is coupled with 35 parts of 1amino-8-oxynaphthalene-QA-disulfonic acid (monosodium salt) in a solution alkaline with sodium carbonate. The dyestufl thus obtained dyes Specification of Letters Patent.

Patented Aug. 15, 1922.

Application filed. November 5; 1921. Serial No. 513,170.

wool in the like shades as the dyestutf described in example 1.

It is obvious to those skilled in the art that our present invention is not limited to the foregoing examples nor to the details given therein.

What we claim is,

l. The new ortho-oxyazo dyes which form in the dry pulverized shape of their sodium salts dark powders, soluble in water with greenish-blue color, the aqueous solution becoming violet by addition of sodium carbonate, red by addition of sodium-hydroxide and red-violet by addition of an acid, yielding upon reduction a polyhalogen-2- amino-l-0xy-derivative of the benzene series and a sulfonic acid of a diaminooxynaphthalene, dyeing on wool mordanted with chromium mordants greenisl1blue tints, the same shades being obtained by dyeing wool in an acid bath and treating them afterwards with chromium mordants, which dyes maybe obtained by combining a polyhalogen-Qfdiazo-l-o iy-derivative of the benzene-series with a sulfonic acid of an aminooxynaphth'alene, the amino group being unsubstituted. I k

2. The new ortho-oxyazo dyeswhich form in the dry pulverized shape of their sodium salt dark powders soluble inwater with greenish-blue color, the aqueous'solution becoming violet by addition of sodium carbonate, red by addition of sodium-hydroxide and red-violet by: addition of an acid, yielding upon' reduction a polyhalogen-2- amino-l-oxy-benzene and a sul'lonic acid of a diaminooxynaphthalene, dyeing on wool mordanted with chromium'mordants greenish-blue tints, the same shades being obtained by dyeing wool in an acid bath and treating them afterwards with chromium mordants, which dyes may be obtained by combining a polyhalogen-2-diazo-1-oXybenzene with a sulfonic acid of an aminooxynaphthalene, the amino group being unsubstituted.

3. The new ortho-oxyazo dyes which form in the dry pulverized state of their sodium salts dark powders soluble in water with greenish-blue color, the aqueous solution becoming violet by addition of sodium carbonate, red by addition of sodium-hydroxide and red-violet by addition of an acid, yielding upon reduction a triha1ogen-2-amino-1- oxybenzene and a sulfonic acid of a diaminooxynaphthalene, dyeing on wool mordanted with chromium mordants greenish-blue tints, the same shades being obtained by dyeing wool in an acid bath and treating them afterwards with chromium mordants, which dyes may be obtained by combining a trihalogen 2 diazo-l-oxybenzene with a sulfonic acid of an aminooxynaphthalene.

4. The new ortho-oxyazo dyes which form in the dry pulverized shape of their sodium salts dark powders soluble in water with greenish-blue color, the aqueous solution becoming violet by addition of sodium carbonate, red by addition of sodium-hydroxide and red-violet by addition of an acid, yielding upon reduction a trichloro-Q-ammo-L oxybenzene and a sul'fonic acid of 1.7-diamino- 8 oxynaphthalene, dyeing on wool mordanted with chromium mordants greenish-blue tints, the same shades being obtained by dyeing wool in an acid bath and treating them afterwards with chromium mordants, which dyes may be obtained by combining a trichloro-2-diazo-l-oxybenzene with a sulfonic acid of -1-amino-8oxynaphthalene.

5. The new ortho-oxyazo dyes which form in the dry pulverized shape of their sodium salts dark powders soluble in water with greenishblue color, the aqueous solution becoming violet by addition of sodium carbonate, red by addition of sodium-hydroxide and red-violet by addition of an acid, yielding upon reduction a trichloro-2-am1no-1- oxybenzene and an 1.7-diamino-8-oxynaphthalene disulfonic acid, dyeing on wool mordanted with chromium mordants greenishblue tints, the same shades being obtained by dyeing Wool in an acid bath and treating them afterwards with chromium mordants, Y

which dyes may be obtained by combining a trichloro-2-diazo-l-oxybenzene with an l-amino-S-oxynaphthalene disulfonic acid.

6. The new ortho-oxyazo dyes which form in the dry pulverized shape of their sodium salts dark powders, soluble in water with greenish-blue color, the aqueous solution becoming violet by addition of sodium carbonate, red by addition of sodium-hydroxide and red-violet by addition of an acid, yielding upon reduction a trichloro-2-amino-1- oXybenzene and a 1.7 diamino- 8 oxynaphthalene-QA-disulfonic acid, dyeing on wool mordanted with chromium mordants greenish-blue tints, the same shades being obtained by dyeing wool in an acid bath and treating them afterwards with chromium mordants, which dyes may be obtained by combining a trichloro-2-diazo-l-oxybenzene with l-amino 8 oxynaphthalene-Z Ldisulfonic acid.

7. The new. ortho-oxyazo dye which forms in the dry pulverized shape of its sodium salt a dark powder soluble in Water with greenish-blue color, the aqueous solution becoming violet by addition of sodium carbonate, red by addition of sodium-hydroxide and red-violet by addition of an acid, yielding upon reduction 3.4.6-trichloro-2-aminol-oxybenzene and l.7-diamino-8oXynaphthalene-QA-disulfonic acid, dyeing on wool mordanted with chromium mordants greenish-blue tints, the same shades being ob tained by dyeing wool in an acid bath and treating them afterwards with chromium mordants, this dye which corresponds as free acid to the formula:

In testimony whereof we affix our sigma tures in presence of two witnesses.

Witnesses:

MAX BRAUM, VALTER J OHANNES. 

